Monday, May 18, 2026

Tom Brady’s Netflix Roast Offers Rare Reminder of Robert Kraft Allegations

  • Comedian Jeff Ross made a joke about Kraft’s 2019 charges of soliciting prostitution.
  • Brady didn’t like the joke, and told Ross: ‘Don’t say that s*** again.’ 
Eric Canha-USA TODAY Sports

Sunday night’s live roast of Tom Brady on Netflix featured countless digs, from comedians poking fun at Brady’s divorce and losses in cryptocurrency to former players like Rob Gronkowski and Julian Edelman roasting their former coach Bill Belichick. Brady got some jokes of his own, calling out Bills fans, Ye (formerly known as Kanye West), and the NFL’s investigation into Deflategate.

Brady smiled and took most jokes of the night, but he made it clear that he didn’t like one in particular. Comedian Jeff Ross told the story of Brady as a rookie telling Patriots owner Robert Kraft that he was the “best decision” his organization had ever made, followed by, “Would you like a massage?”

Brady initially smiled, and Ross blew a kiss to Kraft, saying, “I love Robert Kraft, I love—” before he was cut off by the former quarterback.

“Don’t say that s*** again,” Brady told the comedian.

Brady’s sore spot, his most obvious one of the night, came from allegations that Kraft solicited prostitution at a Jupiter, Fla., spa in 2019. His charges were dropped the following year.

Kraft had been arrested, along with at least 25 others, as part of a human trafficking investigation. Kraft himself was not charged with human trafficking, but two counts of solicitation, to which he pleaded not guilty.

It was initially reported that Florida prosecutors had offered Kraft and others a standard pretrial deal for first-time offenders, in which if they admitted they would be proved guilty at trial, they could swap time behind bars with community service, education courses, payments, and STD screenings. Kraft released an apology about hurting and disappointing his loved ones and emphasized his “extraordinary respect for women.”

“I expect to be judged not by my words, but by my actions. And through those actions, I hope to regain your confidence and respect,” read Kraft’s statement.

In the end, Jupiter police were found to have been wrong in installing video cameras in the spa’s massage rooms, leading prosecutors to drop the cases against the men. The case against the manager and owner of the spa continued, and four women changed their plea to guilty.

This field is for validation purposes and should be left unchanged.

Sign up for
The Memo Newsletter

Get the biggest stories and best analysis on the business of sports delivered to your inbox twice every weekday and twice on weekends.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.
Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Dec 25, 2024; Pittsburgh, Pennsylvania, USA; Kansas City Chiefs quarterback Patrick Mahomes (15) is interviewed by Netflix reporter Stacey Dales following a win against the Pittsburgh Steelers at Acrisure Stadium. Mandatory Credit: Barry Reeger-Imagn Images
opinion

NFL ‘Tempting Fate’ With Open-Armed Embrace of Streamers

The NFL’s media rights strategy isn’t without potential risk.
Oct 25, 2025; Cincinnati, Ohio, USA; Cincinnati Bearcats quarterback Brendan Sorsby walks off the field after defeating the Baylor Bears at Nippert Stadium. Mandatory Credit: Aaron Doster-Imagn Images

Texas Tech QB Sorsby Sues NCAA Seeking Eligibility

If deemed ineligible, Sorsby is eyeing the NFL Supplemental Draft.

Nashville’s New $2.1B Stadium Expected to Land 2030 Super Bowl

Team owners will vote on future Super Bowl and NFL Draft locations.
Dec 12, 2021; Nashville, Tennessee, USA; Jacksonville Jaguars head coach Urban Meyer on the sidelines against the Tennessee Titans during the second half at Nissan Stadium. Mandatory Credit: Steve Roberts-USA TODAY Sports

Jaguars Win $30M Contract Dispute Against Urban Meyer

The Jaguars fired Meyer for cause in 2021.

Featured Today

NFL Rivalries Are Made on the Field, Mocked in Schedule Release Videos

Every year, teams find new ways to one-up themselves (and their rivals).
Bart Swings/Falyn Fonoimoana/Avery Poppinga
May 14, 2026

OnlyFans Is Paying Pro Athletes What Their Sports Won’t

The adult-content platform is a reliable income source for niche athletes.
May 13, 2026

How Sports Graphic Designers Are Grappling With the Rise of AI Art

The release of ChatGPT 2.0 Images sparked a conversation among sports designers.
May 12, 2026

Collectible Cups Are Sending Sports Fans Into a Frenzy

The drink is secondary to the wild vessel it comes in.
Sponsored

Volpe Brings Style to the Bronx

With the New York Yankees & Anthony Volpe, Charles Tyrwhitt is bringing its decades-long playbook to one of sports’ biggest stages.
May 12, 2026

NBA Player Brandon Clarke Dies at 29

Clarke died on Monday in Southern California, authorities say.
May 15, 2026; Newtown Square, Pennsylvania, USA; Bryson DeChambeau plays his shot on the seventh tee during the second round of the PGA Championship golf tournament.
May 15, 2026

Bryson DeChambeau Misses Second Major Cut Amid LIV Turmoil

DeChambeau also missed the cut at this year’s Masters.
Sponsored

Volpe Brings Style to the Bronx

With the New York Yankees & Anthony Volpe, Charles Tyrwhitt is bringing its decades-long playbook to one of sports’ biggest stages.
May 12, 2026

Another Summer of LeBron Is Here

James is not under contract for next season.
Aug 2, 2024; Nanterre, France; Benjamin Proud (Great Britain), Cameron McEvoy (Australia) and Florent Manaudou (France) in the men’s 50-meter freestyle medal ceremony during the Paris 2024 Olympic Summer Games at Paris La Défense Arena.
May 11, 2026

The Enhanced Games Want to Be More Than a Steroid Olympics

“There’s a benefit for anyone to live enhanced.”
Trick Williams Front Office Sports
May 9, 2026

WWE’s Next Big Star Could Be Ex-NFL Hopeful Trick Williams

The former South Carolina wideout is now WWE’s U.S. champion.
May 6, 2026

Napheesa Collier Admits Engelbert Rant Was For CBA Leverage

The WNBA and WNBPA agreed to a new labor deal in March.